Phosphoric Acid → HCID 22728829, compound

HRID 2085010Notes

Reaction equation

HRID 2085010 reaction equation
[CH:1]1([CH2:6][CH2:7][C:8]([CH3:11])([OH:10])[CH3:9])[CH2:5][CH2:4][CH2:3][CH2:2]1.[C:12](OC(=O)C)(=[O:14])[CH3:13].OP(O)(O)=O>O>[C:12]([O:10][C:8]([CH3:11])([CH3:9])[CH2:7][CH2:6][CH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)(=[O:14])[CH3:13]

Participants

5

Reactant 3

HCID 1004Phosphoric AcidHCID 7918Acetic AnhydrideHCID 22728826alpha,alpha-Dimethyl-cyclopentanepropanol

Product 1

HCID 22728829HCID 22728829, compoundYield 100.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

10 g (64 mmol) of 4-cyclopentyl-2-methyl-2-butanol, 32.6 g (320 mmol) of acetic anhydride and a drop of H3PO4 (85% in water) were introduced in a 200 ml flask, and the mixture was stirred over night, at room temperature. Afterwards, 100 ml of water where added and the stirring was prolonged for an additional period of 2 hours. The crude product was extracted by washing the water solution with pentane. The organic phases thus obtained were washed twice with a saturated NaHCO3 water solution, then twice with brine and finally dried over MgSO4 and concentrated. It was thus obtained 12.7 g of crude product (quantitative yield) having a GC purity of 99%.

Workup

  1. extractionThe crude product was extracted
  2. washby washing the water solution with pentane
  3. customThe organic phases thus obtained
  4. washwere washed twice with a saturated NaHCO3 water solution
  5. dry with materialtwice with brine and finally dried over MgSO4
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-66a065b4c8c449a1862916b31e22eb40
Source dataset
uspto-grants-2004_04
Patent number
US06720295B2

Reaction notes

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